161106-18-9Relevant academic research and scientific papers
Solid-phase synthesis of peptidomimetic oligomers with a phosphodiesterase backbone
Lin, Peishan,Ganesan
, p. 511 - 514 (1998)
An unnatural biopolymer is described in which amino acid side-chains are presented along a negatively charged phosphodiester backbone. For this purpose, a series of phosphoramidite monomers was prepared from chiral 1,2-diols. These were efficiently converted into oligomers using standard coupling conditions on an automated DNA synthesizer.
Synthesis and properties of combinatorial libraries of phosphoramidates
Fathi, Reza,Rudolph, M. Jonathan,Gentles, Robert G.,Patel, Rina,MacMillan, Eric W.,Reitman, Michael S.,Pelham, David,Cook, Alan F.
, p. 5600 - 5609 (2007/10/03)
We have assembled a set of combinatorial libraries of phosphoramidates for pharmacological evaluation. A range of functionalized and unfunctionalized diols, representing a variety of diversity elements, were converted into their corresponding dimethoxytrityl H-phosphonate derivatives which were coupled to each other to produce H-phosphonate dimers and trimers. The H-phosphonate diesters were converted into phosphoramidates by reaction with a wide range of primary and secondary amines. Very large libraries (theoretically, in excess of one million compounds) possessing five sites of diversity were generated for use in our drug discovery program. Smaller libraries with lower molecular weights were also prepared in which only two monomeric units were coupled together and converted into their phosphoramidate derivatives. Methods for the attachment of both radioactive and nonradioactive labels, including 32phosphorus, tritium, and fluorescein, have been developed. Representative single sequences were also prepared and their chemical properties studied.
